General Description
Needles or chunky light peach powder. Has an odor of vanilla beans.
Reactivity Profile
VERATRALDEHYDE(120-14-9) is incompatible with strong oxidizing agents and strong bases. . VERATRALDEHYDE(120-14-9) is an aldehyde. Aldehydes are readily oxidized to give carboxylic acids. Flammable and/or toxic gases are generated by the combination of aldehydes with azo, diazo compounds, dithiocarbamates, nitrides, and strong reducing agents. Aldehydes can react with air to give first peroxo acids, and ultimately carboxylic acids. These autoxidation reactions are activated by light, catalyzed by salts of transition metals, and are autocatalytic (catalyzed by the products of the reaction).
Air & Water Reactions
Insoluble in water.
Fire Hazard
This compound is probably combustible.
Occurrence
Reported among the constituents of the essential oils of Cymbopogon javanensis and Eryngium poterium. Also
reported found in raspberry, ginger, peppermint oil, Bourbon vanilla and mastic gum oil.
Uses
Veratraldehyde was used in the preparation of 4-chloromethyl-2-(dimethoxyphenyl)-1,3-dioxolane. It was used in the synthesis of (+)-lithospermic acid, having anti-HIV activity. It forms 1:1 inclusion complexes with cyclodextrins. It reacts with 3-acetyl-2,5-dimethythiophene to yield chalcone dye, (2E)-3-(3,4-Dimethoxyphenyl)-1-(2,5-dimethylthiophen-3-yl)prop-2-en-1-one.
Definition
ChEBI: Veratraldehyde is a dimethoxybenzene that is benzaldehyde substituted by methoxy groups at positions 3 and 4. It is found in peppermint, ginger, raspberry, and other fruits. It has a role as an antifungal agent. It is a member of benzaldehydes and a dimethoxybenzene.
Aroma threshold values
Aroma characteristics at 1.0%: phenolic, sweet vanilla, powdery, slightly woody with a candy and cocoa
creaminess.
Taste threshold values
Taste characteristics at 50 ppm: phenolic, vanilla, sweet powdery cocoa, creamy, cherry-like with phenolic
and balsamic nuances..
Synthesis Reference(s)
Journal of the American Chemical Society, 69, p. 2070, 1947
DOI: 10.1021/ja01200a517Organic Syntheses, Coll. Vol. 2, p. 619, 1943
Tetrahedron Letters, 20, p. 975, 1979
Flammability and Explosibility
Notclassified
Biochem/physiol Actions
Taste at 50 ppm
Purification Methods
Crystallise the ether from diethyl ether, pet ether, CCl4 or toluene. [Beilstein 8 IV 1765.]
